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645 S Orleans Road, Orleans, MA 02653

$3,950,000 (Active)
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645 S Orleans Road, Orleans, MA 02653

$$3,950,000
Active
est.$3,950,000/month.
Start My Approval
7 beds. 6 baths. 10,890 Sqft.

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645 S Orleans Road, Orleans, MA 02653

$3,950,000
Active
est.$3,950,000/month.
Start My Approval
7 beds 6.5 baths 10,890 Sq.ft.
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Property details for 645 S Orleans Road, Orleans, MA 02653
For the first time in generations, this extraordinary Pleasant Bay compound--featuring the iconic ''Topside'' main residence and the charming two-bedroom ''Boathouse''--is offered as a rare, legacy waterfront estate. With a deep-water dock, moorings, and direct access to the bay, the property delivers a front-row seat to the rhythms of Pleasant Bay and boundless recreation potential. Both homes enjoy sweeping 270-degree views across the water to Eastward Ho, the Chatham Yacht Club, and the Atlantic beyond. ''Topside'' offers 5 bedrooms and 4.5 baths with timeless coastal character and spaces designed for gathering, while the ''Boathouse'' sits just above the shoreline, featuring 2 bedrooms, 1 bathroom, and its own deck for quiet moments by the sea. A secluded garden patio and broad waterfront lawn offer a blend of intimacy and scale. With a strong rental history and immense potential for expansion or personalization, this is a lifestyle property that invites multigenerational living, savvy investment, or a private retreat. A once-in-a-lifetime opportunity to own one of Cape Cod's most storied waterfront settings.
Broker details: Berkshire Hathaway HomeServices Robert Paul Properties

Listed by: Guthrie Schofield Group
Property Description

MLS Information

  • Listing: 22502226
  • Listing Last Modified: 2025-05-13

Property Details

  • Standard Status: Active
  • Built in: 1945
  • Lot size area: 0.25 Acres

Geographic Data

  • County: Barnstable
  • Directions: Use GPS - On South Orleans Road, property is on the right. Main house is on the right of property, boathouse to left.
Features

Interior Features

  • Flooring: Wood, Tile
  • Bedrooms: 7
  • Full baths: 6.5
  • Half baths: 1

Exterior Features

  • Roof type: Asphalt
  • Lot description: Waterfront
  • Foundation: Block

Parking

    Utilities

    • Sewer: Private Sewer
    • Heating: Hot Water
    Property Information

    Tax Information

    • Tax Annual Amount: $10,215

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    The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.

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